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Updated: Jun 30, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis of Collidine from Dinitrogen via a Tungsten Nitride
Lukas Eberle1, Joachim Ballmann1
1Anorganisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 276, D-69120 Heidelberg Germany.
Abstract:
The synthesis of pyridines from dinitrogen in homogeneous solution is known to be challenging considering that an N2 cleavage step needs to be combined with two N-C coupling steps. Herein, a tungsten complex bearing a tailor-made 2,2'-(Bu2As)2-substituted tolane ligand scaffold was shown to split N2 to afford the corresponding tungsten nitride, which is not the case for the corresponding (Pr2As)2-substituted derivative. The former nitride was then reacted with 2,4,6-trimethylpyrylium triflate, which led to the formation of a tungsten oxo complex, along with collidine. Over the course of this reaction, the O atom of the pyrylium starting material was replaced with an N atom via a hitherto unprecedented skeletal editing process.
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